Home > Cruises > Island Hopping Cruises & Sailing Trips > October

Island Hopping Cruises Starting In October 2026, 2027 and 2028

Filter Results
Departures
Duration
4 Days
37 Days
Regions
Show More...
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$400pp
$94,850pp
Countries
Show More...
Filter Results
277 Cruises (6,711 Cruise Departures)
22 Day The Best of the Mediterranean with Princess
Cruise
 (1)

22 Days (21 Nights) Trieste to Istanbul
Cruise Line: Princess
Ship: Enchanted Princess
Departures: May 2027 to Oct 2027
Visit: Italy, Croatia, Montenegro, Greece (+4 more), Cyprus, Turkey, Sicily, Malta
Princess Standard
Exclusive Savings
Inside
$3,589
Oceanview
$4,508
Balcony
$4,043
Suite
$5,098
From
US$3,589
Save 62
Per Person
View Trip
17 Day Mysteries of the Inca Empire with Galapagos Cruise with Cosmos
Tour + Cruise

17 Days Lima to Quito
Operated By: Cosmos
Departures: Dec 2026 to Nov 2027
Visit: Peru, Ecuador, Galapagos
Exclusive Savings
From
US$6,957
Save 241
Per Person
View Trip
8 Day The Galápagos: Wildlife of Santa Cruz & Isabela Islands with G Adventures
New ReleaseTour

8 Days Quito to Quito
Operated By: G Adventures
Departures: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$4,015
Save 622
Per Person
View Trip
11 Day Greek Isles & Croatia Cruise with Celebrity Cruises
Cruise
 (2)

11 Days (10 Nights) Bologna to Athens
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 01 October 2027
Visit: Italy, Croatia, Montenegro, Greece
Exclusive Savings
Inside
$2,204
Oceanview
$2,788
Balcony
$3,092
Suite
$8,512
From
US$2,204
Save 1,289
Per Person
View Trip
33 Day The Best of the Mediterranean with Princess
Cruise
 (1)

33 Days (32 Nights) Trieste to Rome
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 05 October 2027
Visit: Italy, Croatia, Montenegro, Greece (+4 more), Cyprus, Turkey, Sicily, Malta
Princess Standard
Exclusive Savings
Inside
$5,442
Oceanview
-
Balcony
$7,141
Suite
$8,786
From
US$5,442
Per Person
View Trip
8 Day Best Of Greece Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Athens to Rome
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 12 October 2026
Visit: Greece, Turkey, Italy
Exclusive Savings
Inside
$1,171
Oceanview
$1,311
Balcony
$1,853
Suite
$2,884
From
US$1,171
Save 563
Per Person
View Trip
11 Day Greek Odyssey with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) Athens to Athens
Cruise Line: Viking Cruises
Ships: Viking Jupiter, Viking Libra (+7 more), Viking Mira, Viking Neptune, Viking Saturn, Viking Sea, Viking Star, Viking Vela, Viking Vesta
Departures: Apr 2026 to Apr 2028
Visit: Greece, Turkey
Multiple Deals Available
Inside
-
Oceanview
-
Balcony
$3,799
Suite
$5,999
From
US$3,799
Save 1,200
Per Person
View Trip
15 Day Philippines Island Experience with TruTravels
New ReleaseTour

15 Days Cebu to Siargao
Operated By: TruTravels
Departures: Apr 2026 to Nov 2027
Visit: Philippines
Exclusive Savings
From
US$2,323
Save 72
Per Person
View Trip
27 Day South American Discovery with Brazil's Amazon & Galápagos Cruise with Globus
Tour + Cruise

27 Days Manaus to Guayaquil
Operated By: Globus
Departures: Nov 2026 to Oct 2027
Visit: Brazil, Argentina, Peru, Ecuador, Galapagos
Exclusive Savings
From
US$13,862
Save 502
Per Person
View Trip
21 Day South America Revealed with Galápagos Legend East Cruise with Trafalgar
Tour + Cruise

21 Days Rio de Janeiro to Quito
Operated By: Trafalgar
Departures: Aug 2026 to Nov 2026
Visit: Brazil, Argentina, Peru, Ecuador, Galapagos
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$10,993
Save 857
Per Person
View Trip
11 Day Glamorous Grecian Nights with Regent Seven Seas
Cruise

11 Days (10 Nights) Athens to Istanbul
Cruise Line: Regent Seven Seas
Ship: Seven Seas Voyager
Departure: 24 October 2026
Visit: Greece, Turkey
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,645
Suite
$14,037
From
US$13,645
Save 14,153
Per Person
View Trip
14 Day Aegean Voyage: Athens to Istanbul with Tauck
New ReleaseTour + Cruise

14 Days Athens to Istanbul
Operated By: Tauck
Departure: 09 October 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
From
US$13,790
Per Person
View Trip
22 Day The Best of the Mediterranean with Princess
Cruise
 (1)

22 Days (21 Nights) Rome to Rome
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 20 October 2026
Visit: Italy, Sardinia, Malta, Sicily (+4 more), Greece, Turkey, Croatia, Montenegro
Princess Standard
Exclusive Savings
Inside
$3,497
Oceanview
-
Balcony
$5,814
Suite
$7,466
From
US$3,497
Per Person
View Trip
15 Day Ancient Mediterranean Antiquities with Viking Cruises
Cruise
 (6)

15 Days (14 Nights) Rome to Istanbul
Cruise Line: Viking Cruises
Ships: Viking Mira, Viking Neptune (+4 more), Viking Saturn, Viking Star, Viking Vela, Viking Vesta
Departures: Oct 2026 to Feb 2028
Visit: Italy, Sicily, Greece, Turkey
Multiple Deals Available
Inside
-
Oceanview
-
Balcony
$4,998
Suite
$6,998
From
US$4,998
Save 1,900
Per Person
View Trip
11 Day Greece & Turkey Cruise: Mykonos, Paros & Antalya with Azamara Cruises
Cruise
 (5)

11 Days (10 Nights) Athens to Athens
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 14 October 2026
Visit: Greece, Cyprus, Turkey
Azamara Always Included
Exclusive Savings
Inside
$3,293
Oceanview
$3,661
Balcony
-
Suite
$8,434
From
US$3,293
Save 76
Per Person
View Trip
6 Day Galapagos Escape (Itinerary B) with Exodus Tours
Cruise

6 Days (5 Nights) Quito to Guayaquil
Operated By: Exodus Tours
Departures: Mar 2026 to Dec 2027
Visit: Ecuador, Galapagos
Sign Up Savings
Exclusive Savings
From
US$5,500
Save 838
Per Person
View Trip
11 Day Croatia & Its Islands with Collette
Tour + Cruise

11 Days Dubrovnik to Zagreb
Operated By: Collette
Departures: Jul 2026 to Jun 2027
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Croatia
Exclusive Savings
From
US$5,585
Save 116
Per Person
View Trip
22 Day Iconic Mediterranean Treasures with Viking Cruises
Cruise
 (6)

22 Days (21 Nights) Barcelona to Istanbul
Cruise Line: Viking Cruises
Ships: Viking Mira, Viking Neptune (+4 more), Viking Saturn, Viking Star, Viking Vela, Viking Vesta
Departures: Oct 2026 to Feb 2028
Visit: Spain, France, Monaco, Italy, Sicily, Greece, Turkey
Multiple Deals Available
Inside
-
Oceanview
-
Balcony
$8,197
Suite
$10,797
From
US$8,197
Save 3,100
Per Person
View Trip
11 Day Autumn Adventure with Oceania Cruises
Cruise
 (1)

11 Days (10 Nights) Venice to Athens
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 15 October 2027
Visit: Italy, Croatia, Greece
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$2,844
Oceanview
$3,086
Balcony
$4,687
Suite
$6,724
From
US$2,844
Save 2,954
Per Person
View Trip
9 Day In Darwin’s Footsteps (Eastern Route) with HX Expeditions
Cruise

9 Days (8 Nights) Quito to Quito
Cruise Line: HX Expeditions
Ship: MS Santa Cruz II
Departures: Jun 2026 to Dec 2026
Visit: Ecuador, Galapagos
Bonus Onboard Credit
Exclusive Savings
Inside
-
Oceanview
$6,652
Balcony
-
Suite
$9,022
From
US$6,652
Save 3,057
Per Person
View Trip
7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Apr 2026 to Jan 2028
Visit: Maldives
Exclusive Savings
From
US$1,399
Save 600
Per Person
View Trip
12 Day Greece & Turkey Cruise: Istanbul, Thessaloniki & Athens with Azamara Cruises
Cruise
 (5)

12 Days (11 Nights) Athens to Athens
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 03 October 2026
Visit: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$3,886
Oceanview
$4,643
Balcony
$6,447
Suite
$9,289
From
US$3,886
Save 93
Per Person
View Trip
8 Day Greek Islands & Turkish Coastlines with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Jun 2026 to Oct 2027
Visit: Greece, Turkey
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,276
Balcony
-
Suite
$8,262
From
US$6,276
Save 984
Per Person
View Trip
4 Day Iconic Greek Islands with Celestyal Cruises
Cruise

4 Days (3 Nights) Kusadasi to Kusadasi
Cruise Line: Celestyal Cruises
Ship: Celestyal Discovery
Departures: Apr 2026 to Oct 2027
Visit: Turkey, Greece
Inside
$529
Oceanview
$629
Balcony
$879
Suite
-
From
US$529
Per Person
View Trip
7 Day Independent Galapagos Cruise Aboard the Galapagos Legend with Globus
New ReleaseTour + Cruise

7 Days Quito to Guayaquil
Operated By: Globus
Departures: Mar 2026 to Mar 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$5,000
Save 219
Per Person
View Trip
9 Day Best Of Greece Cruise with Celebrity Cruises
Cruise
 (2)

9 Days (8 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Ship: Celebrity Infinity
Departure: 15 October 2026
Visit: Greece, Turkey
Exclusive Savings
Inside
$1,483
Oceanview
$1,474
Balcony
$2,474
Suite
$11,681
From
US$1,474
Save 853
Per Person
View Trip
8 Day Philippines East with TruTravels
New ReleaseTour

8 Days Cebu to Boracay
Operated By: TruTravels
Departures: Apr 2026 to Dec 2027
Visit: Philippines
Exclusive Savings
From
US$1,000
Save 250
Per Person
View Trip
15 Day Dalmatian Gems, Malta, Italy, Greece & Turkey with Seabourn
Cruise

15 Days (14 Nights) Venice to Istanbul
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 09 October 2027
Visit: Italy, Slovenia, Croatia, Montenegro, Greece, Turkey
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,457
Suite
-
From
US$13,457
Save 242
Per Person
View Trip
8 Day Croatian Coastal Cruising - Split to Dubrovnik (Aurora) with Intrepid Travel
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Visit: Croatia, Bosnia Herzegovina
Exclusive Savings
From
US$3,303
Save 112
Per Person
View Trip
21 Day Mysteries of the Inca Empire with Peru's Amazon & Galapagos Cruise with Cosmos
Tour + Cruise

21 Days Lima to Quito
Operated By: Cosmos
Departures: Nov 2026 to Oct 2027
Visit: Peru, Ecuador, Galapagos
Exclusive Savings
From
US$8,310
Save 284
Per Person
View Trip
Results: 121-150 of 277

No trips found. Try adjusting the search filters.




Cruises found! Scroll up to view.

Cruises

All Cruises Adriatic Cruises Aegean Cruises Africa Cruises Alaska Cruises Antarctic Cruises Arabian & Middle East Cruises Arctic Cruises Asia Cruises Australia Cruises Bahamas Cruises Bermuda Cruises Canada & New England Cruises Caribbean Cruises Central America Cruises China Cruises Croatia Cruises Cruises to the Falkland Islands Cruising Cape Horn Europe Cruises Hawaii Cruises Indian Ocean Cruises Japan Cruises Kimberley Tours & Cruises Mediterranean Cruises Mexico Cruises New Zealand Cruises Northern Europe & Baltic Cruises Northwest Passage Cruises Norway & Iceland Cruises Norwegian Fjords Cruises Patagonia Cruises South America Cruises South East Asia Cruises South Pacific Cruises Transatlantic Cruises UK Cruises USA Cruises Western Europe Cruises Worldwide Cruises

Trip Lengths

7 Day 10 Day 2 Week 3 Week 1 Month

Departure Months

March April May June July August September October November December January February

Cruise Themes

Adults Only Cruises Christmas & New Year Cruises Expedition Cruises Family Cruises Island Hopping Cruises Luxury Cruises Northen Lights Cruises Sailing Trips Short Cruises Last Minute Cruise Deals

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

Global Journeys | Terms & Conditions

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations